3alpha-Dihydrocadambine
AlkaPlorer ID: AK006665
Synonym: ''
IUPAC Name: methyl (1S,15S,16S,17S,21S)-15-hydroxy-17-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-18-oxa-3,13-diazapentacyclo[11.9.0.02,10.04,9.016,21]docosa-2(10),4,6,8,19-pentaene-20-carboxylate
Structure
SMILES: COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]2[C@H](O)CN3CCC4=C(NC5=CC=CC=C45)[C@@H]3C[C@H]12
InChI: InChI=1S/C27H34N2O10/c1-36-25(35)15-11-37-26(39-27-24(34)23(33)22(32)19(10-30)38-27)20-14(15)8-17-21-13(6-7-29(17)9-18(20)31)12-4-2-3-5-16(12)28-21/h2-5,11,14,17-20,22-24,26-28,30-34H,6-10H2,1H3/t14-,17+,18-,19-,20+,22-,23+,24-,26+,27+/m1/s1
InChIKey: HNZGKRAKJFZQAY-SBAWYOAKSA-N
Reference
Anthocephalus alkaloids: Cadambine and 3α-dihydrocadambine.
PubChem CID: 162138
CAS: 54483-84-0
LOTUS: LTS0068846
NPASS: NPC649
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Uncaria rhynchophylla | Uncaria | Rubiaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Scutellaria baicalensis | Scutellaria | Lamiaceae | Lamiales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Uncaria sinensis | Uncaria | Rubiaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 546.5730000000002
TPSA？: 174.17000000000002
MolLogP？: -0.7061999999999975
Number of H-Donors: 6
Number of H-Acceptors: 11
RingCount: 6
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A549 | IC50 | 80000.0 | nM | 10.1021/acs.jnatprod.9b00490 |
| Homo sapiens | HepG2 | IC50 | 80000.0 | nM | 10.1021/acs.jnatprod.9b00490 |
| Homo sapiens | MCF7 | IC50 | 80000.0 | nM | 10.1021/acs.jnatprod.9b00490 |